Measurement and Correlation of Isothermal Vapor–Liquid Equilibrium Data for (−)-α-Pinene + (−)-β-Pinene + Water + Phenoxyacetic Acid

Abstract

Isothermal vapor–liquid equilibrium data of the binary system (−)-α-pinene + (−)-β-pinene and the quaternary system (−)-α-pinene + (−)-β-pinene + water + phenoxyacetic acid were measured at 313.2, 323.2, and 333.2 K using headspace gas chromatography. The experimental data showed that the addition of phenoxyacetic acid and water promoted the separation of (−)-α-pinene and (−)-β-pinene. The experimental data were correlated using the UNIQUAC and NRTL models. The two models showed good correlation for the binary system, whereas the UNIQUAC model gave more accuracy for the quaternary system. Moreover, the COSMO-RS model can be an efficacious method for predicting VLE data of the determined binary and quaternary systems. In addition, the optimal spatial configuration and binding energy between the molecules were obtained by DFT, and the effects on (−)-α-pinene and (−)-β-pinene with the addition of phenoxyacetic acid and water were discussed on the molecular scale.

Vapor–Liquid Equilibrium of Monoterpene-Sesquiterpene System Containing Resin Acid

“…8 Limonene can be used for the synthesis of food additives, fragrance, and flavor sectors. 9 Longifolene, one of the main sesquiterpenes, has been generally used as a fragrance chemical. 10 Also, as the main component of colophony, diterpenoid abietic acid is a good pharmaceutical intermediate for antibacterial, anti-inflammatory, and anti-cancer drugs.…”

“…α -Pinene has anti-cancer, anti-oxidation, and anti-bacterial effects . Limonene can be used for the synthesis of food additives, fragrance, and flavor sectors . Longifolene, one of the main sesquiterpenes, has been generally used as a fragrance chemical .…”

Isothermal Vapor–Liquid Equilibrium for Linalool + Linalyl Acetate, Linalool + α-Terpineol, and α-Terpineol + Linalyl Acetate Systems Using Headspace Gas Chromatography

“…So far, many scholars at home and abroad have used HSGC to study VLE and its related thermodynamic properties. Wei et al used HSGC to determine VLE data of α-pinene + β-pinene and α-pinene + β-pinene + water + phenoxyacetic acid at 313.2, 323.2, and 333.2 K. 10 Garcia et al used HSGC to determine VLE data for hydrocarbon and ionic liquid systems. 11 employed HSGC to determine the VLE of the Litsea cubeba oil system at varying temperatures.…”

“…So far, many scholars at home and abroad have used HSGC to study VLE and its related thermodynamic properties. Wei et al used HSGC to determine VLE data of α-pinene + β-pinene and α-pinene + β-pinene + water + phenoxyacetic acid at 313.2, 323.2, and 333.2 K . Garcia et al.…”